1-Chloro-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

Base Information

• Chemical Name: 1-Chloro-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol
• CAS No.: 110638-00-1
• Molecular Formula: C9H14ClN3O3S
• Molecular Weight: 279.747
• DSSTox Substance ID: DTXSID50553516
• Mol file: 110638-00-1.mol

Synonyms:110638-00-1;SCHEMBL1587140;DDMMUKVUEJQEPV-UHFFFAOYSA-;DTXSID50553516;1-Chloro-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol;InChI=1/C9H14ClN3O3S/c10-5-7(14)6-16-9-8(11-17-12-9)13-1-3-15-4-2-13/h7,14H,1-6H2

Chemical Property of 1-Chloro-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

Chemical Property:

• Melting Point: 55-58 °C
• Boiling Point: 471.9±45.0 °C(Predicted)
• PSA: 95.95000
• Density: 1.434±0.06 g/cm3(Predicted)
• LogP: 0.41820
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 279.0444402
• Heavy Atom Count: 17
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=NSN=C2OCC(CCl)O

Technology Process of 1-Chloro-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

There total 1 articles about 1-Chloro-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole (30165-97-0) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 3-(1-naphthyloxy)-1,2-epoxypropane (2461-42-9) + 3-chloro-1-<(4-morpholino-1,2,5-thidiazol-3-yl)oxy>-2-propanol (110638-00-1)

Guidance literature:

With morpholine; hydrogenchloride; Yield given. Multistep reaction; 1.) 110-120 deg C, 7.5 h, 2.) CHCl₃;

DOI:10.1021/jm00396a015

Reference yield:

benzoic acid (65-85-0,8013-63-6) + 3-chloro-1-<(4-morpholino-1,2,5-thidiazol-3-yl)oxy>-2-propanol (110638-00-1) → (1R)-2-chloro-1-{[(morpholin-4-yl-1,2,5-thiadiazol-3-yl)pxy]methyl}ethyl benzoate + (1S)-2-chloro-1-{[(morpholin-4-yl-1,2,5-thiadiazol-3-yl)pxy]methyl}ethyl benzoate

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 2 ℃; for 2.5h; Title compound not separated from byproducts;

DOI:10.1055/s-2004-822395

Reference yield:

3-chloro-1-<(4-morpholino-1,2,5-thidiazol-3-yl)oxy>-2-propanol (110638-00-1) → 4-{4-[(2S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine (69500-53-4) + 4-{4-[(2R)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine (741719-53-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1055/s-2004-822395

upstream raw materials:

3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole

epichlorohydrin

Downstream raw materials:

4-{4-[(2S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine

4-{4-[(2R)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine